I have told more than one friend that I like them, and it did not destroy our friendship, even after I was rejected.  Therefore, I think that you have more to gain than to lose.  If in the off chance that he does not like you "like that," it may be awkward for a couple of hours or days, but if you guys are really good friends, that will continue.

Telling someone how you feel about them is also a great relief of your chest.  It will pretty much eat away at you until nothing is left if you keep it in.  I have always felt better after admitting my feelings to someone.

So, go for it!

Posted at 9:39 pm on May 2, 2008